Synthesis 2006(13): 2121-2128  
DOI: 10.1055/s-2006-942425
PAPER
© Georg Thieme Verlag Stuttgart · New York

Chiral Phosphabarrelene Ligands: Synthesis and Evaluation in Rhodium-Catalyzed Asymmetric Hydrogenation

Bernhard Breit*, Evelyn Fuchs
Institut für Organische Chemie und Biochemie, Albert-Ludwigs-Universität Freiburg, Albertstr. 21, 79104 Freiburg i. Brsg., Germany
Fax: +49(761)2038715; e-Mail: bernhard.breit@organik.chemie.uni-freiburg.de;
Further Information

Publication History

Received 25 April 2006
Publication Date:
12 June 2006 (online)

Abstract

The first chiral and enantiomerically pure monodentate and bidentate phosphabarrelene ligands have been prepared and their potential in rhodium-catalyzed asymmetric hydrogenation has been evaluated.

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31P NMR data of [Rh(cod)(6a)]BF4 (121.468 MHz, CDCl3): Pphosphite: δ = 125.2 (dd, 1 J P,Rh = 254.8 Hz, 2 J P,P = 52.4 Hz; Pbarrelene: δ = -14.2 (dd, 1 J P,Rh = 154.8 Hz, 2 J P,P = 52.4 Hz).